Category: isoquinoline

891782-60-8,891782-60-8, 7-Bromo-3,4-dihydro-2H-isoquinolin-1-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7-bromo-3,4-dihydro-2H-isoquinolin-1-one (1.09 g) and tertbutyl 5-hydroxy-4-methyl-2,3-dihydro-1H-indole-1-carboxylate (1.00 g) in 1,4-dioxane (15mL) solution of copper iodide (I) (0.153 g), N,N-dimethylglycine (0.166 g) and cesium carbonate (2.61 g), and the mixture was stirred for 12 hours at 95 C. After cooling, the ethyl acetate was added to the reaction mixture, and the insoluble material was removed by filtration. The solvent was distilled off under reduced pressure, the residue was purified by column chromatography (ethyl acetate/hexane) to give the title compound (0.960 g) as a white solid.

The synthetic route of 891782-60-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DAIICHI SANKYO COMPANY LIMITED; NAGAMOCHI, MASATOSHI; GOTANDA, KENTOKU; NOGUCHI, TETSUJI; GOTO, TAIJI; SASAKI, JUNKO; TORIHATA, MUNEFUMI; YOSHINO, TOSHIHARU; ISOBE, TAKASHI; (97 pag.)JP2016/108257; (2016); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

34784-05-9, 6-Bromoisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[00211] 6-Vinylisoquinoline: In a 250 mL round bottom flask, 6- bromoisoquinoline (5 g, 24 mmol)(commercially available from Kalexsyn Product List Order Number 2003-005) was dissolved in dioxane (50 ml). Vinyltributylstannane (9 mL, 29 mmol) was added and the solution was degassed with nitrogen for 10 minutes. Tetrakis(triphenylphosphine)palladium (3 g, 2 mmol) was added in one portion. The reaction mixture was stirred for 3 hours at 1000C. The reaction mixture was adsorbed onto silica gel, and purified by flash chromatography (5-30 %, EtOAc in hexane) to provide the product (3.0 g, 80 %). LCMS (API-ES) m/z (%): 156 (M+H+).

34784-05-9, 34784-05-9 6-Bromoisoquinoline 313681, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; AMGEN INC.; WO2009/11880; (2009); A2;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

164148-92-9, tert-Butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step-1: Synthesis of tert-butyl 6-((1-(2-(2-hydroxypropan-2-yl)pyridin-4-yl)-2-isopropyl-3-oxo-2,3-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino)-3,4-dihydroisoquinoline-2(1H)-carboxylate To a stirred solution of 1-(2-(2-hydroxypropan-2-yl)pyridin-4-yl)-2-isopropyl-6-(methylthio)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one (200 mg, 0.5571 mmol, 1.0 eq) in (3.0 mL) of toluene was added m-CPBA (270 mg, 1.1142 mmol, 2.0 eq) and allowed to stir at rt for 1 h. tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (166 mg, 0.6685 mmol, 1.2 eq) and DIPEA (0.4 mL, 2.2284 mmol, 4.0 eq) were added and allowed to stir at rt for overnight. After completion of reaction, the reaction mixture was diluted with water and extracted with EtOAc (50 mL*2). The combined organic layer was washed with water (50 mL), brine solution (50 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford crude product, which was purified by flash chromatography [silica gel 100-200 mesh; elution 0-50% EtOAc in hexane] to afford the desired compound, tert-butyl 6-((1-(2-(2-hydroxypropan-2-yl)pyridin-4-yl)-2-isopropyl-3-oxo-2,3-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-yl)amino)-3,4-dihydroisoquinoline-2(1H)-carboxylate (110 mg, 35.32%) as an off white solid.

164148-92-9, The synthetic route of 164148-92-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; Gupta, Ashu; KUMAR, Varun; (498 pag.)US2019/106427; (2019); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.18881-17-9,(S)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol,as a common compound, the synthetic route is as follows.

18881-17-9, EXAMPLE 1 STR12 (S-N-benzyloxycarbonyl-3-hydroxymethyl-1,2,3,4-tetrahydroisoquinoline To a stirred mixture of (S)-3-hydroxymethyl-1,2,3,4-tetrahydroisoquinoline (10 g) and sodium bicarbonate (15.5 g) in tetrahydrofuran (50 mL) was added dropwise benzyl chloroformate (9.7 mL) at 5 C. The reaction was stirred for 2 hours at room temperature, and worked up by adding ethyl acetate, washing with brine and concentrating in vacuo. The resulting concentrate was purified by flash chromatography to yield the product (17.9 g) as an oil. 1 H-NMR (300 Mhz, CDCl3) delta: 2.48 (OH), 2.85 & 3.05 (m, 2H), 3.58 (m, 2H), 4.30-4.85 (m, 3H), 5.22 (s, 2H), 7.05-7.50 (m, 9H).

The synthetic route of 18881-17-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SK Corporation; US5955471; (1999); A;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

23707-37-1, Isoquinolin-7-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 7-[(2-chloro-pyridine-3-carbonyl)-amino]-4,4-dimethyl-3,4-dihydro-lH-isoquinoline-2-carboxylicacid tert-butyl ester (20.8 g, 50 mmol, 1.0 eq.), 7-aminoisoquinoline (7.2 g, 50 mmol, 1.0 eq.), Pd2(dba)3 (915mg, lmmol,0.02 eq), 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (CASNo. 213697-53-1, Strem Chemicalscat no. 15-1145; 785 mg, 2 mmol, 0.04 eq) under N2 in a 250mL pressure reaction vessel was added 1.0 M LiNTMS2 THFsolution (120 mL, 120 mmol, 2.4 eq.). The reaction vesselwas sealed with a Teflon screwcap and the mixture wasstirred at 70 SC for 17 h. The mixture was then cooled toRT. 100 mL of water was added to the mixture and the mixturewas extracted with 500 mL of EtOAc. The organic layer waswashed with sat. NH4C1 solution, 1M NaHP04 solution (4x200mL) then dried over MgS04. After filtration andconcentration, the crude was purified through a silica gelcolumn chroma tography, eluting with CH2Cl2/EtOAc. Thedesired title compound was obtained as a yellow solid. MS(ES+) : 524 (M+H) + . Calc’d for CsiHssNsOs- 523.26, 23707-37-1

As the paragraph descriping shows that 23707-37-1 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; WO2006/12374; (2006); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1165923-89-6,tert-Butyl 6-hydroxy-5-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate,as a common compound, the synthetic route is as follows.

1165923-89-6, To a solution of 1 ,1-dimethylethyl 6-hydroxy-5-methyl-3,4-dihydro-2(1 H)- isoquinolinecarboxylate (Preparation 168) (3.16g, 12 mmol) in DCM (50ml) at room temperature under nitrogen was added pyridine (1.94ml, 24 mmol) and the resulting solution was cooled to -300C before trifluoromethanesulfonic anhydride (2.23ml, 13.20 mmol) was added dropwise. The resulting mixture was stirred for 40min at this temperature, warmed to room temperature and concentrated. The residue was diluted with ethyl acetate and washed sequentially with a hydrochloric acid (1 N), saturated sodium hydrogen carbonate and brine. The solution was dried (MgSO4) and concentrated in vacuo to give 1 ,1-dimethylethyl 5-methyl-6- {[(trifluoromethyl)sulfonyl]oxy}-3,4-dihydro-2(1 H)-isoquinolinecarboxylate (4.85g, 102%) as a red oil which was used in the next step (Preparation 22) without further purification. LCMS (Method HpH): Retention time 1.46min, [M-H]” = 3941 H NMR (CDCI3): deltaH 7.10(1 H, d), 7.02(1 H, d), 4.58(2H, s), 3.68(2H, t), 2.76(2H, t), 2.25(3H, s), 1.49(9H, s).

1165923-89-6 tert-Butyl 6-hydroxy-5-methyl-3,4-dihydroisoquinoline-2(1H)-carboxylate 54756910, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; BAILEY, James, Matthew; BIT, Rino, Antonio; DEMONT, Emmanuel, Hubert; HARRISON, Lee, Andrew; JONES, Katherine, Louise; SMETHURST, Christian, Alan, Paul; WITHERINGTON, Jason; WO2010/146105; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

1109230-25-2, 5-Bromo-3,4-dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 0.15 g of 5-bromo-3,4-dihydroisoquinolin-1(2H)-one in 5 cm3 of dimethylformamide is poured into a mixture containing 31 mg of sodium hydride (60% in oil) and 10 cm3 of dimethylformamide at a temperature close to 20 C. under an inert atmosphere. Then a solution of 0.2 g of 1-(1-bromoethyl)-4-fluorobenzene in 5 cm3 of dimethylformamide is poured into the reaction mixture. The latter is stirred for 20 h at a temperature close to 20 C. Water and ethyl acetate are added to the reaction mixture. After decanting, the organic phase is washed with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate, filtered then concentrated using a rotary evaporator under reduced pressure (5 kPa). The 325 mg of crude product obtained are purified by filtration through a silica pellet (eluent: 20% ethyl acetate/80% cyclohexane). After concentrating the fractions under reduced pressure, 146 mg of 5-bromo-2-[1-(4-fluorophenyl)ethyl]-3,4-dihydroisoquinolin-1(2H)-one are obtained in the form of a thick pale yellow oil.NMR: ppm: 1.54 (d, J=7.3 Hz, 3H) 2.85 (m, 1H) 2.97 (m, 1H) 3.10 (m, 1H) 3.47 (m, 1H) 5.92 (q, J=7.3 Hz, 1H) 7.18 (t, J=8.8 Hz, 2H) 7.33 (t, J=8.1 Hz, 1H) 7.41 (dd, J=8.8, 5.9 Hz, 2H) 7.78 (dd, J=8.1, 1.4 Hz, 1H) 7.98 (dd, J=8.1, 1.4 Hz, 1H)LC-MS-DAD-ELSD: [M+H]+ m/z=348, 1109230-25-2

1109230-25-2 5-Bromo-3,4-dihydroisoquinolin-1(2H)-one 21865472, aisoquinoline compound, is more and more widely used in various fields.

Reference£º
Patent; SANOFI-AVENTIS; US2010/197725; (2010); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.80278-67-7,Isoquinoline-5-carbaldehyde,as a common compound, the synthetic route is as follows.

80278-67-7, General procedure: General procedure (14): In a dry sealed tube, a quinoline/isoquinoline-carboxaldehyde derivative (1.0 equiv) and a gramine derivative (1.0 equiv) were dissolved in anhydrous acetonitrile (3 mL for 0.530 mmol of gramine derivative). Tributyllphosphine (2.25 equiv) was added and the sealed reaction was heated at 90 ¡ãC in an oil bath for 22 h. After the reaction was allowed to cool to room temperature, the solvent was removed under vacuum. The crude material was washed with methanol and diethyl ether to afford the alkene product as a yellow precipitate which was filtered and dried under vacuum. Chemical Example 25 5-((E)-2-(1/-/-indol-3-vl)vinyl)isoquinoline Compound 25 [a166] (40 mg, 0.148 mmol) was prepared as a yellow solid from Intermediate 23 (92 mg, 0.530 mmol) and isoquinoline-5-carboxaldehyde (83 mg, 0.530 mmol) according to general procedure (14). Yield: 28percent. 1H NMR (400 MHz, Acetone) delta: 10.57 (s, 1 H), 9.28 (d, J = 0.8 Hz, 1 H), 8.56 (d, J = 6.0 Hz, 1 H), 8.22 (d, J = 6.0 Hz, 1 H), 8.17 – 8.11 (m, 2H), 7.98 (d, J = 8.2 Hz, 1 H), 7.90 (d, J = 16.2 Hz, 1 H), 7.78 (d, J = 2.5 Hz, 1 H), 7.69 (t, J = 7.7 Hz, 1 H), 7.62 (d, J = 16.2 Hz, 1 H), 7.53 – 7.47 (m, 1 H), 7.29 – 7.14 (m, 2H). 13C NMR (100 MHz, Acetone) delta: 154.07, 151.28, 147.70, 143.48, 138.48, 136.75, 129.59, 128.49, 127.67, 126.60, 124.40, 123.17, 121.19, 120.89, 116.74, 116.54, 115.67, 112.82. LC-MS (ESI): m/z 272.1 [M + H]+.

The synthetic route of 80278-67-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NATIONAL UNIVERSITY OF SINGAPORE; LEE, Sang Hyun; DYMOCK, Brian William; KITAGAWA, Mayumi; SEE, Cheng Shang; (178 pag.)WO2016/200339; (2016); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

23687-25-4,23687-25-4, Isoquinolin-4-amine is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 76; N-(Isoquinolin-4-yl)-4-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine-1-carboxamide; (1) 2,2,2-Trichloroethyl isoquinolin-4-ylcarbamate; To a solution of 3-aminoisoquinoline (1.00 g; 6.94 mmol) and pyridine (0.660 ml, 8.32 mmol) in tetrahydrofuran (23 ml) was added, under ice-cooling, 2,2,2-trichloroethyl chloroformate (1.15 ml, 8.32 mmol), and the mixture was stirred at room temperature for 1 hour and half. Water was poured to the reaction mixture, and the resulting solution was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Hexane was poured to the residue, and 2.03 g (91.7%) of the desired product as a solid was separated by filtration. 1H-NMR (DMSO-d6) delta; 5.01 (2H, s), 7.54 (1H, t, J = 7.8 Hz), 7.72 (1H, t, J = 7.8 Hz), 7.91 (1H, d, J = 7.8 Hz), 8.06 (1H, d, J = 8.1 Hz), 8.17 (1H, s), 9.15 (1H, s).

The synthetic route of 23687-25-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; EP1813606; (2007); A1;,
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Isoquinoline | C9H7N – PubChem

39989-39-4,39989-39-4, 7-Methoxyisoquinoline is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

85b. 7-Methoxy-isoquinoline-N-oxide hydrochloride: At room temperature 58 g of m-chloroperoxybenzoic acid (purity 75%) were added in portions to a stirred solution of 7-methoxy-isoquinoline (35.9 g) in 500 mL of dichloromethane. Stirring was continued for 3 hours and subsequently methanol (400 mL) was added. The bulk was reduced to 300 mL and 325 mL of a saturated solution of hydrogen chloride in diethyl ether were added. Dilution with 600 mL of diethyl ether afforded precipitation of yellow crystals, which were separated by filtration, washed with chilled diethyl ether and dried in vacuo. Yield: 41.3 g (87%); m.p. 185-187 C.; (+)-FAB-MS: 176 (MH+-HCl).

The synthetic route of 39989-39-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Akzo Nobel N.V.; US6194409; (2001); B1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem